Answer
No.
Kṛṣṇa is the Chaitya-guru, the spiritual guide within the heart. Being supremely intelligent, He knows His devotee perfectly. He knows which desires may safely be fulfilled and which should not.
Just as a teacher understands which lesson is appropriate for each student, the Lord knows what experiences will help a particular devotee advance.
If He knows that fulfilling a particular desire will permanently entangle the devotee in material attachment, He will not sanction that desire.
Sometimes a devotee may have a lingering material inclination that can be exhausted through a brief experience. In such cases, the Lord may allow it so that the devotee becomes detached and moves forward.
However, if He knows the devotee would become trapped, He will not permit it.
This is the difference between the Lord's dealings with ordinary karmīs and with devotees.
For karmīs, the Lord sanctions actions according to the laws of karma in an impartial manner.
For devotees, however, He acts as the loving guide who is personally leading them back to Him. As He promises in the Bhagavad-gītā:
"I give them the intelligence by which they can come to Me."
If, despite the Lord's guidance, a devotee deliberately chooses to misuse his free will and becomes entangled in māyā, that is the devotee's own choice. The living entity always retains free will.